(1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

Synonym(s):(−)-Camphoric acid;(1S,3R)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid

CAS NO.：560-09-8
Empirical Formula: C10H16O4
Molecular Weight: 200.23
MDL number: MFCD00064937
EINECS: 200-258-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-20 11:41:24

(1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID Structural

What is (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID?

Chemical properties

White Solid

The Uses of (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

(1S,3R)-(?)-Camphoric acid can be used:

As an enantiomeric linker in the preparation of chiral surface-anchored metal-organic frameworks (MOFs).
To prepare porous MOFs having multifunctional properties; used in gas adsorption and separation of racemic alcohols.
To prepare a cobalt(II) coordination polymer named {Co(phen)(H₂O)[C₈H₁₄(COO)₂]}_n·(CH₃OH)_n , wherein “phen” is 1,10-phenanthroline and C₈H₁₄(COOH)₂ is [(1S,3R)-camphoric acid.

storage

+4°C

Purification Methods

Purify the acid by re-precipitation from an alkaline solution by HCl, filter it off, and recrystallise it from water several times, rejecting the first crop. It forms leaflets from EtOH and Me2CO and H2O and is insoluble in CHCl3. Its solubility in H2O is 0.8% at 25o and 10% at 100o, 50% in EtOH and 5% in ethylene glycol. The (±)-acid has m 202-203o. The (+)-1-methyl ester has m 86o (from pet ether) [] 20 +45o (c 4, EtOH), and the (+)-3-methyl ester has m 77o (from pet ether) []17.5 +53.9o (c 3, EtOH). [Rupe & Thommen Helv Chim Acta 30 933

Properties of (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

Melting point:	188-190 °C(lit.)
Boiling point:	312.0±25.0 °C(Predicted)
Density	1.177±0.06 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
solubility	DMSO, Ethanol, Methanol
form	Solid
pka	4.57±0.60(Predicted)
color	White to Off-White
optical activity	[α]20/D 48°, c = 10 in ethanol
BRN	1874674
CAS DataBase Reference	560-09-8(CAS DataBase Reference)

Safety information for (1S,3R)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.